Reaktion #6455

Reaktionsgleichung

sodium bicarbonate

5-methylisatin

sodium hydride

acetic anhydride

→

1-acetyl-5-methylisatin

Ausbeute 47.6%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGWhile stirring under ice cooling
2. 2
   Temperaturby heating at 80° C. for further an hour
3. 3
   workup.STIRRINGwith stirring
4. 4
   SonstigeAfter completion of the reaction
5. 5
   FiltrationThe crystals were filtered
6. 6
   Waschenwashed with water
7. 7
   Sonstigedried

Vorschrift

With stirring at 0° C., 8.06 g (50.0 mmols) of 5-methylisatin was added by small portions to a solution of 2.00 g (50.0 mmols) of sodium hydride in toluene. While stirring under ice cooling, 4.7 ml (50.0 mmols) of acetic anhydride was dropwise added to the mixture followed by heating at 80° C. for further an hour with stirring. After completion of the reaction, an aqueous saturated sodium bicarbonate solution was added to the reaction mixture. The crystals were filtered, washed with water and dried to give 4.84 g (yield, 47%) of 1-acetyl-5-methylisatin.

Quelle